Your total trip with all stops is around 990 miles / 1600 km, taking roughly 15.5 hours for the whole trip. If you want to see every small town along the way, you can get a full list of cities between ILM and ORD.
Start from Wilmington International Airport.
Raleigh, North Carolina is stopping point #1 after driving about 130 miles (210 km) or 2 hours.
Charleston, West Virginia is stopping point #2 after driving about 320 miles (520 km) or 5 hours. Your total trip so far is about 450 miles or 720 km over roughly 7 hours of driving.
Columbus, Ohio is stopping point #3 after driving about 160 miles (260 km) or 2.5 hours. Your total trip so far is about 610 miles or 980 km over roughly 9.5 hours of driving.
Indianapolis, Indiana is stopping point #4 after driving about 180 miles (280 km) or 2.5 hours. Your total trip so far is about 790 miles or 1270 km over roughly 12.5 hours of driving.
Finally, Chicago O'Hare International Airport is your destination after driving about 210 miles (330 km) or 3 hours. Your total trip with all stops is around 990 miles or 1600 km, taking roughly 15.5 hours for the whole trip.
Travelmath helps you figure out where to stop when planning a long road trip from one location to another. The best stopping point for an overnight hotel stay or a break from driving often depends on how far or how long you want to drive before pausing to rest. You can find the closest city to your stopping point to look for hotels, or explore other cities and towns along the route. Use this as a road trip planner when you're driving cross-country or mapping a route with multiple stops.